Structural features of an exocyclic adduct positioned opposite an abasic site in a DNA duplex

Journal Article · Tue Apr 02 00:00:00 EST 1991 · Biochemistry; (United States)

DOI:https://doi.org/10.1021/bi00227a014· OSTI ID:5556546

Kouchakdjian, M; Patel, D J ^[1]; Eisenberg, M; Johnson, F; Grollman, A P ^[2]

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1. Columbia Univ., New York (USA)
2. State Univ. of New York at Stony Brook (USA)

Structural studies have been extended to dual lesions where an exocyclic adduct is positioned opposite an abasic site in the center of a DNA oligomer duplex. NMR and energy minimization studies were performed on the 1,N{sup 2}-propanodeoxyguanosine exocyclic adduct (X) positioned opposite a tetrahydrofuran abasic site (F) with the dual lesions located in the center of the (C1-A2-T3-G4-X5-G6-T7-A8-C9){center dot}(G10-T11-A12-C13-F14-C15-A16-T17-G18) X{center dot}F 9-mer duplex. Two-dimensional NMR experiments establish that the X{center dot}F 9-mer helix is right-handed with Watson-Crick A{center dot}T and G{center dot}C base pairing on either side of the lesion site. NOEs are detected from the methylene protons of the exocyclic ring of X5 to the imino protons of G4{center dot}C15 and G6{center dot}C13 which flank the lesion site, as well as to the H1{prime} and H1{double prime} protons of the cross strand F14 tetrahydrofuran moiety. These NMR results establish that the exocyclic adduct X5 is positioned between flanking G4{center dot}C15 and G6{center dot}C13 base pairs and directed toward the abasic lesion F14 on the partner strand. These studies establish that the exocyclic ring of the 1,N{sup 2}-propanodeoxyguanosine adduct fits into the cavity generated by the abasic site.

• OSTI ID: 5556546
• Journal Information: Biochemistry; (United States), Vol. 30:13; ISSN 0006-2960
• Country of Publication: United States
• Language: English

Related Subjects

62 RADIOLOGY AND NUCLEAR MEDICINE
DNA ADDUCTS
NUCLEAR MAGNETIC RESONANCE
OLIGONUCLEOTIDES
MOLECULAR STRUCTURE
CHEMICAL SHIFT
NMR SPECTRA
OVERHAUSER EFFECT
TETRAHYDROFURAN
ADDUCTS
FURANS
HETEROCYCLIC COMPOUNDS
MAGNETIC RESONANCE
NUCLEIC ACIDS
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
RESONANCE
SPECTRA
550601* - Medicine- Unsealed Radionuclides in Diagnostics